(+)-Dinol

Base Information

Chemical Name:(+)-Dinol
CAS No.:137365-16-3
Molecular Formula:C₄₇H₃₈O₄
Molecular Weight:666.816
Hs Code.:
DSSTox Substance ID:DTXSID20444588
Nikkaji Number:J1.239.008D
Wikidata:Q82262771
Mol file:137365-16-3.mol

Synonyms:(+)-DINOL;137365-16-3;[(4S,5S)-5-[hydroxy(dinaphthalen-2-yl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-dinaphthalen-2-ylmethanol;(+)-2,3-O-Isopropylidene-1,1,4,4-tetra(2-naphthyl)-D-threitol;((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(di(naphthalen-2-yl)methanol);SCHEMBL3272510;DTXSID20444588;QWADMRIAKWGVBF-CXNSMIOJSA-N;AKOS015910671;CS-0093174;J-007013;(4S,5S)-2,2-Dimethyl-|A4,|A4,|A5,|A5-tetra-2-naphthalenyl-1,3-dioxolane-4,5-dimethanol;(4S,5S)-2,2-Dimethyl-4,4,5,5-tetra-2-naphthalenyl-1,3-dioxolane-4,5-dimethanol;[(4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[di(naphthalene-2-yl)methanol];(4S-trans)-2,2-Dimethyl-alpha,alpha,alpha',alpha'-tetra(2-naphthyl)-1,3-dioxolane-4,5-dimethanol, 98%;1,3-Dioxolane-4,5-dimethanol,2,2-dimethyl-a,a,a',a'-tetra-2-naphthalenyl-,(4s-trans)-(9ci)

Suppliers and Price of (+)-Dinol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
(4S-trans)-2,2-Dimethyl-α,α,α′,α′-tetra(2-naphthyl)-1,3-dioxolane-4,5-dimethanol 98%
1g
$ 177.00

American Custom Chemicals Corporation
(+)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TETRA (2-NAPH)-D-THREITOL 95.00%
1G
$ 893.19

Total 7 raw suppliers

Chemical Property of (+)-Dinol

Chemical Property:

Melting Point:214-216 °C(lit.)
Boiling Point:°Cat760mmHg
PKA:12.14±0.29(Predicted)
Flash Point:°C
PSA：58.92000
Density:1.269g/cm³
LogP:9.99150
Storage Temp.:2-8°C
XLogP3:10.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:666.27700969
Heavy Atom Count:51
Complexity:1020

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4S-trans)-2,2-Dimethyl-α,α,α′,α′-tetra(2-naphthyl)-1,3-dioxolane-4,5-dimethanol 98% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(OC(C(O1)C(C2=CC3=CC=CC=C3C=C2)(C4=CC5=CC=CC=C5C=C4)O)C(C6=CC7=CC=CC=C7C=C6)(C8=CC9=CC=CC=C9C=C8)O)C
Isomeric SMILES:CC1(O[C@@H]([C@H](O1)C(C2=CC3=CC=CC=C3C=C2)(C4=CC5=CC=CC=C5C=C4)O)C(C6=CC7=CC=CC=C7C=C6)(C8=CC9=CC=CC=C9C=C8)O)C
Uses Reagent for the highly enantioselective addition of primary alkyl Grignards to ketones. Chiral auxiliary used for the asymmetric addition of nucleophiles to carbonyls.

Technology Process of (+)-Dinol

There total 7 articles about (+)-Dinol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.8%

: 580-13-2
2-bromonaphthalene

: 59779-75-8
diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

: 137365-09-4,137365-16-3
[(4R,5R)-2,2-dimethyl-1,3-dioxolan-4,5-diyl]bis(dinaphthalen-2-ylmethanol)

Guidance literature:: 2-bromonaphthalene; With isopropylmagnesium bromide; In tetrahydrofuran; at 0 - 6 ℃; for 0.5h; Inert atmosphere;

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate; In tetrahydrofuran; at 68 ℃; for 4h;

Reference yield: 82.0%

: 37031-29-1
(-)-dimethy-2,3-O-isopropylidene-L-tartrate

: 580-13-2
2-bromonaphthalene

: 137365-09-4,137365-16-3
[(4R,5R)-2,2-dimethyl-1,3-dioxolan-4,5-diyl]bis(dinaphthalen-2-ylmethanol)

Guidance literature:: 2-bromonaphthalene; With iodine; magnesium; In tetrahydrofuran; for 1.75h; Inert atmosphere; Reflux;

(-)-dimethy-2,3-O-isopropylidene-L-tartrate; In tetrahydrofuran; at 20 ℃; for 1.83h; Reflux;
DOI:10.15227/orgsyn.076.0012